(The reaction) between the near equal molar quantities of orthotoluidine and acetylanthranilic acid begins with the carbon anyl addition initiated by lone pair electrons on the toluidine amine, which generates a zwitterionic intermediate that after a series of proton transfers from the ammonium cation and carbocyclic acid allows oxonium to leave as water. The water is removed by heat, driving the otherwise reversible action forward and amitine intermediate undergoes a concerted cyclization producing the quinazoline anone after an additional proton transfer and the loss of a second oxonium as water, producing methaqualone.
Methaqualone.
